CHEBI:27433 - gibberellin A53

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name gibberellin A53
ChEBI ID CHEBI:27433
ChEBI ASCII Name gibberellin A53
Definition A C20-gibberellin that consists of a tetracyclic skeleton carrying two carboxy substituents.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5349, CHEBI:24247
Supplier Information
Download Molfile XML SDF
Formula C20H28O5
Net Charge 0
Average Mass 348.43332
Monoisotopic Mass 348.194
InChI InChI=1S/C20H28O5/c1-11-9-19-10-20(11,25)8-5-12(19)17(2)6-4-7-18(3,16(23)24)14(17)13(19)15(21)22/h12-14,25H,1,4-10H2,2-3H3,(H,21,22)(H,23,24)/t12-,13+,14-,17-,18+,19-,20-/m0/s1
InChIKey CZEMYYICWZPENF-VOLTXKGXSA-N
SMILES [H][C@@]12CC[C@]3(O)C[C@]1(CC3=C)[C@@H](C(O)=O)[C@]1([H])[C@@](C)(CCC[C@@]21C)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
plant hormone
A plant growth regulator that modulates the formation of stems, leaves and flowers, as well as the development and ripening of fruit. The term includes endogenous and non-endogenous compounds (e.g. active compounds produced by bacteria on the leaf surface) as well as semi-synthetic and fully synthetic compounds.
(via gibberellin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing gibberellin A53 (CHEBI:27433) has role plant metabolite (CHEBI:76924)
gibberellin A53 (CHEBI:27433) is a C20-gibberellin (CHEBI:20859)
gibberellin A53 (CHEBI:27433) is a dicarboxylic acid (CHEBI:35692)
Incoming gibberellin A53 aldehyde (CHEBI:29601) has functional parent gibberellin A53 (CHEBI:27433)
IUPAC Names
(1S,2S,3S,4R,8S,9S,12S)-12-hydroxy-4,8-dimethyl-13-methylidenetetracyclo[10.2.1.01,9.03,8]pentadecane-2,4-dicarboxylic acid
7α-hydroxy-1β,4a-dimethyl-8-methylidene-4aα,4bβ-gibbane-1α,10β-dicarboxylic acid
Synonyms Sources
GA53 ChEBI
gibberellin 53 ChEBI
Gibberellin A53 KEGG COMPOUND
Database Links Databases
C00000053 KNApSAcK
C06094 KEGG COMPOUND
HMDB0036895 HMDB
LMPR0104170007 LIPID MAPS
View more database links
Registry Numbers Types Sources
51576-08-0 CAS Registry Number KEGG COMPOUND
5303959 Beilstein Registry Number Beilstein
5303959 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23811778 PubMed citation Europe PMC
24100624 PubMed citation Europe PMC
24178491 PubMed citation Europe PMC
Last Modified
28 July 2014